Note: Properties with the Total Monthly Price badge include all required fees. Tap the badge for more details.
-

Bedrooms

Bathrooms

Deals & Discount Filters
All Filters

Deals & Discounts

Price Range

–

Beds & Baths

Beds

Baths

Home Type

Pet Policy

Interior & Community Amenities

Speciality Housing

Keyword Search

Apartments under $1,900 for Rent in Winchester, VA

196 Rentals
.
  1. Building Photo - 125 Longstreet Ave
    3 BEDS, 1.5 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    125 Longstreet Ave

    125 Longstreet Ave, Winchester, VA 22603
  2. Building Photo - 127 Longstreet Ave
    3 BEDS, 2 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    127 Longstreet Ave

    127 Longstreet Ave, Winchester, VA 22603
  3. 2 BEDS, 1 BATH
    $1,390
    Total Monthly Price Total Monthly Price New
    Base Rent$1,390
    Required Monthly FeesNone
    Total Monthly Price$1,390

    108 Martin Dr

    108 Martin Dr, Winchester, VA 22602
  4. 2 BEDS, 1.5 BATHS
    $1,498
    Total Monthly Price Total Monthly Price New
    Base Rent$1,498
    Required Monthly FeesNone
    Total Monthly Price$1,498

    1016 Franklin St

    1016 Franklin St, Winchester, VA 22601
  5. 2 BEDS, 1.5 BATHS
    $1,499
    Total Monthly Price Total Monthly Price New
    Base Rent$1,499
    Required Monthly FeesNone
    Total Monthly Price$1,499

    1111 Franklin St

    1111 Franklin St, Winchester, VA 22601
  6. 3 BEDS, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    540 Bellview Ave

    540 Bellview Ave, Winchester, VA 22601
  7. 2 BEDS, 2.5 BATHS
    $1,890
    Total Monthly Price Total Monthly Price New
    Base Rent$1,890
    Required Monthly FeesNone
    Total Monthly Price$1,890

    104 Eastside Ln

    104 Eastside Ln, Winchester, VA 22602
  8. 2 BEDS, 1.5 BATHS
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    578 York Ave

    578 York Ave, Winchester, VA 22601
  9. 3 BEDS, 1.5 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    8 W Monmouth St

    8 W Monmouth St, Winchester, VA 22601
  10. 2 BEDS, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    2641 Valley Ave Unit C

    2641 Valley Ave, Winchester, VA 22601
  11. 1 BED, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    142 N Washington St Unit 7

    142 N Washington St, Winchester, VA 22601
  12. 1 BED, 1 BATH
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350

    4 W Cork St Unit 1

    4 W Cork St, Winchester, VA 22601
  13. 1 BED, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    105 N Loudoun St Unit 2

    105 N Loudoun St, Winchester, VA 22601
  14. 2 BEDS, 1.5 BATHS
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    24 E Pall Mall St

    24 E Pall Mall St, Winchester, VA 22601
  15. 3 BEDS, 2.5 BATHS
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    107 Trade Wind Ln

    107 Trade Wind Ln, Winchester, VA 22602
  16. 1 BED, 1 BATH
    $1,295
    Total Monthly Price Total Monthly Price New
    Base Rent$1,295
    Required Monthly FeesNone
    Total Monthly Price$1,295

    515 N Loudoun St Unit 3

    515 N Loudoun St, Winchester, VA 22601
  17. 3 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    100 Pinto Trail

    100 Pinto Trail, Winchester, VA 22602
  18. 2 BEDS, 1.5 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    414 Cornwallis Ct

    414 Cornwallis Ct, Winchester, VA 22601
  19. 3 BEDS, 2 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    331 George St

    331 George St, Winchester, VA 22601
  20. 2 BEDS, 2 BATHS
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495
    Required Monthly FeesNone
    Total Monthly Price$1,495

    157 Brookland Terrace Unit 5

    157 Brookland Terrace, Winchester, VA 22602
  21. 2 BEDS, 1.5 BATHS
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    219 Sherando Cir

    219 Sherando Cir, Stephens City, VA 22655
  22. 2 BEDS, 2.5 BATHS
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    414 Surrey Club Ln

    414 Surrey Club Ln, Stephens City, VA 22655
  23. 2 BEDS, 2 BATHS
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    106 Timberlake Terrace Unit 4

    106 Timberlake Terrace, Stephens City, VA 22655
  24. Building Photo - 203 Dodge Ave
    2 BEDS, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    203 Dodge Ave

    203 Dodge Ave, Winchester, VA 22602
  25. Building Photo - 308 Gainesboro Rd
    3 BEDS, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    308 Gainesboro Rd

    308 Gainesboro Rd, Winchester, VA 22603
  26. 2 BEDS, 1 BATH
    $1,445
    Total Monthly Price Total Monthly Price New
    Base Rent$1,445
    Required Monthly FeesNone
    Total Monthly Price$1,445

    204 E Whitlock Ave

    204 E Whitlock Ave, Winchester, VA 22601
  27. 2 BEDS, 1 BATH
    $1,375
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375
    Required Monthly FeesNone
    Total Monthly Price$1,375

    412 Diehl St

    412 Diehl St, Winchester, VA 22601
  28. 1 Month Free
    1 Month Free
    1 BED, 1 BATH
    $1,395
    Total Monthly Price Total Monthly Price New
    Base Rent$1,395
    Required Monthly FeesNone
    Total Monthly Price$1,395

    2549 Bradford Ct

    2549 Bradford Ct, Winchester, VA 22601
  29. 2 BEDS, 1.5 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1817 Henry Ave

    1817 Henry Ave, Winchester, VA 22601
  30. 2 BEDS, 1 BATH
    $1,295
    Total Monthly Price Total Monthly Price New
    Base Rent$1,295
    Required Monthly FeesNone
    Total Monthly Price$1,295

    307 S Kent St

    307 S Kent St, Winchester, VA 22601
  31. 2 BEDS, 1 BATH
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495
    Required Monthly FeesNone
    Total Monthly Price$1,495

    615 S Braddock St

    615 S Braddock St, Winchester, VA 22601
  32. 2 BEDS, 1 BATH
    $1,395
    Total Monthly Price Total Monthly Price New
    Base Rent$1,395
    Required Monthly FeesNone
    Total Monthly Price$1,395

    224 East St

    224 East St, Winchester, VA 22601
  33. 3 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1001 S Cameron St

    1001 S Cameron St, Winchester, VA 22601
  34. 3 BEDS, 1 BATH
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695

    26 Jackson Ave

    26 Jackson Ave, Winchester, VA 22601
  35. 2 BEDS, 1 BATH
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495
    Required Monthly FeesNone
    Total Monthly Price$1,495

    311 S Kent St

    311 S Kent St, Winchester, VA 22601
  36. 3 BEDS, 1 BATH
    $1,825
    Total Monthly Price Total Monthly Price New
    Base Rent$1,825
    Required Monthly FeesNone
    Total Monthly Price$1,825

    15 N Purcell Ave

    15 N Purcell Ave, Winchester, VA 22601
  37. 3 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    346 Gray Ave

    346 Gray Ave, Winchester, VA 22601
  38. 3 BEDS, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    222 E Whitlock Ave

    222 E Whitlock Ave, Winchester, VA 22601
  39. 1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    619 S Cameron St

    619 S Cameron St, Winchester, VA 22601
  40. 2 BEDS, 1.5 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1839 Henry Ave

    1839 Henry Ave, Winchester, VA 22601
  41. 1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    30 W Germain St

    30 W Germain St, Winchester, VA 22601
Showing 42 of 92 results, Page 2 of 3

Winchester at a Glance

Average Rent

$1,341
(All bedrooms and property types)
Learn more about
Average Rent in Winchester
5

School Rating

out of 10 Rating
Learn more about
Schools in Winchester

Renting in Winchester

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Education

GreatSchools Rating
James Wood High

Public High School

Public
Grades 9-12
1,437 Students
GreatSchools Rating
James Wood High School

Public High School

Public
Grades 9-12
1,437 Students
GreatSchools Rating
John Handley High

Public High School

Public
Grades 9-12
1,384 Students
GreatSchools Rating
John Handley High School

Public High School

Public
Grades 9-12
1,384 Students
GreatSchools Rating
Millbrook High School

Public High School

Public
Grades 9-12
1,516 Students
GreatSchools Rating
Admiral Richard E. Byrd Middle

Public Middle School

Public
Grades 6-8
804 Students
GreatSchools Rating
Admiral Richard E. Byrd Middle School

Public Middle School

Public
Grades 6-8
804 Students
GreatSchools Rating
Daniel Morgan Middle

Public Middle School

Public
Grades 6-8
613 Students
GreatSchools Rating
Daniel Morgan Middle School

Public Middle School

Public
Grades 6-8
613 Students
GreatSchools Rating
James Wood Middle

Public Middle School

Public
Grades 6-8
803 Students
GreatSchools Rating
Jordan Springs Elementary

Public Elementary School

Public
Grades K-5
566 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

tooltips


I would like to...
0 out of 400 characters
By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to... By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to Apartmentfinder.com’s Privacy Statement and Terms of Service. Consent is not a condition for services. Message and data rates may apply. Read More Read Less

Submitting Request

Thank You

Your email has been sent.

Learn about our ratings.